$55 Find Cheap Flights from Chicago Midway Airport to Arizona

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Arizona departing on 2/27. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Arizona

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Arizona, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Arizona, as well as popular online travel agencies
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Cheap Flights from Midway to Arizona

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Tucson
Tucson1 stop$344
Las Vegas
Las Vegas1 stop$149
Tucson
Tucson1 stop$344
Las Vegas
Las Vegas1 stop$149

Book Cheap Midway to Arizona Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Arizona that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Arizona

Mon, Mar 9 - Wed, Mar 11
Frontier Logo
2:16 pm - 4:24 pm
MDW
-
PHX
4h 08mnonstop
Frontier Logo
1:17 pm - 10:19 pm
PHX
-
MDW
7h 02m1 stop
$104Frontier
Mon, Mar 9 - Mon, Mar 16
Frontier Logo
2:16 pm - 4:24 pm
MDW
-
PHX
4h 08mnonstop
Frontier Logo
12:09 am - 6:13 pm
PHX
-
MDW
16h 04m1 stop
$105Frontier
Sat, Feb 28 - Sat, Mar 7
Frontier Logo
9:15 am - 4:32 pm
MDW
-
PHX
8h 17m1 stop
Frontier Logo
6:24 pm - 10:41 pm
PHX
-
MDW
3h 17mnonstop
$106Frontier
Sat, Feb 28 - Sat, Mar 7
Frontier Logo
6:25 am - 3:27 pm
MDW
-
PHX
10h 02m1 stop
Frontier Logo
6:24 pm - 10:41 pm
PHX
-
MDW
3h 17mnonstop
$107Frontier
Mon, Feb 2 - Thu, Feb 5
Multiple Airlines Logo
9:45 am - 6:47 pm
MDW
-
LAS
11h 02m1 stop
Multiple Airlines Logo
5:03 pm - 3:58 pm
LAS
-
MDW
20h 55m1 stop
$154Multiple Airlines
Mon, Feb 9 - Fri, Feb 13
Multiple Airlines Logo
5:01 pm - 11:01 pm
MDW
-
LAS
32h 00m2 stops
Multiple Airlines Logo
11:28 am - 11:41 pm
LAS
-
MDW
10h 13m1 stop
$158Multiple Airlines
Fri, Feb 20 - Tue, Feb 24
Delta Logo
6:00 am - 2:56 pm
MDW
-
TUS
9h 56m1 stop
Delta Logo
1:34 pm - 10:33 pm
TUS
-
MDW
7h 59m1 stop
$344Delta
Wed, Feb 25 - Wed, Mar 4
Southwest Logo
8:15 am - 11:15 am
MDW
-
TUS
4h 00mnonstop
Southwest Logo
12:05 pm - 7:00 pm
TUS
-
MDW
5h 55m1 stop
$345Southwest
Tue, Feb 17 - Sat, Feb 21
Southwest Logo
8:05 am - 8:55 pm
MDW
-
TUS
13h 50m2 stops
Southwest Logo
5:15 am - 5:10 pm
TUS
-
MDW
10h 55m2 stops
$346Southwest
Fri, Feb 20 - Tue, Feb 24
Delta Logo
9:50 am - 10:05 pm
MDW
-
TUS
13h 15m2 stops
Delta Logo
1:34 pm - 10:33 pm
TUS
-
MDW
7h 59m1 stop
$349Delta
Booking Insights

KAYAK's insights & trends for Midway to Arizona flights

Get data-powered insights and trends into flights from Midway to Arizona to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to Arizona flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Arizona from Chicago Midway Airport found in the last 72 hours was to Phoenix, at $83 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Phoenix Sky Harbor Intl Airport (PHX), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $83.

Can I save money by flying with a layover from Chicago Midway Airport to Arizona?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $401 on average.

What is the cheapest month to fly from Chicago Midway Airport to Arizona?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Arizona, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Arizona is September, when tickets cost $228 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $356 and $332 respectively.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Arizona?

The average price of all round-trip flights from Chicago Midway Airport to Arizona clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago Midway Airport to Arizona, look for departures on Thursdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Arizona, Thursday is the cheapest day to fly and Monday is the most expensive.

How far in advance should I book a flight from Chicago Midway Airport to Arizona?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Arizona, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Arizona, you should book around 3 weeks before departure, which saves you about 35% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$55
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Chicago Midway Airport to Phoenix Sky Harbor Airport

FAQs - booking Arizona flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Arizona?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Arizona.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Arizona?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Arizona is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Arizona?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Arizona with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Arizona?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Arizona up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Arizona?

    The cheapest time of day to fly to Arizona is generally in the afternoon, when round-trip flights cost $286 on average. Morning departures are around 16% cheaper than evening flights, on average. The most expensive time of day to fly to Arizona is generally in the evening, which is peak travel time and where the average cost of a ticket is $346.

Top tips for finding cheap flights to Arizona

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Las Vegas $174 one-way - $267 round-trip; Phoenix $145 one-way - $199 round-trip

Reviews of the top airlines flying from Midway to Arizona

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Arizona. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Arizona? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4254 reviews
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

We got exit row seats both flights. Everything was running on time

10.0 ExcellentMaggie, Jan 2026
FAT - LAS
Read more Southwest reviews

We got exit row seats both flights. Everything was running on time

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

One of the worst travel experiences I've had. Had a flight scheduled with CVG to RSW on VLSWQX this morning departing at 5:30. Two individuals at the gate and one was in training. Not her fault but she didn't have the ability to check people in resulting in at least 15 families that didn't make it on the plane because they weren't checked into the system in time. When arriving at the airport to drop off our prepaid checked bags, the bag drop off agent asked if we could check our bags at the gate because of the long line. We said no problem so arrived at the gate by 5:00. They told those people that had previously paid for checked bags to stand off to the side while they let others that either didn't have a checked bag or their bag was already on the plan through. Realizing the gate workers had an issue, they either called for help or this lady showed up late for work as she didn't arrive until 5:15. The worker who had been there training the other individual and working diligently to make sure all passengers got on board. He even said that at one point all people that are currently in line are fine but asked the person in training to stand outside the ticketing area around 5:15 to notify any late travels that the flight was in boarding process and they arrrived too late. At that point, we're sill standing off to the side with our pre-paid checked bags patiently waiting. When the new lady arrived she couldn't have been more rude. It was an awful seen. Essentially they had asked for those without an assigned seat to board last, those with pre-paid checked bag stand off to the site and any traveling with a larger items that needed to be checked at the gate (such as a stroller), wait on the side. They realized that the flight needed to leave on time so the gate attendant shut the gate. So anyone without a seat assignment, those that had pre-checked bags, and the worst one I saw was a mother with two infant children was in line with use because she was asked to stand to the side because her stroller. When they shut the door to the plan they told her she could no longer get on. Her checked bags were already on the plane with her car keys in them, and the lady told her we couldn't accept anyone else on because the door was shut. She didn't even have a way to get home from the airport. Truely evil behavior. I've flown Frontier enough to know customer service is not a top priority in the company's mission, but this was an all-time low. I'm sending this after an 18 hour drive that our family just completed to Bonita Springs . I felt really bad for the lady being trained and the other individual trying to help, but when the new lady came to the gate she was truly one of the rudest individuals I've ever met. One lady had been there since 4am but because she didn't have an assigned seat they wouldn't let her on the plan.

I loved the staff on the plane. So friendly and helpful! However, there was an argument and misunderstanding by the staff and a customer at the gate, and the staff member was being unprofessional. When we arrived in Atlanta, we waited 1.5 hrs for our luggage to arrive. When I asked the airport attendant, they said Frontier had the longest wait for luggage out of any airlines, and that they could not be held responsible for the delay.

Everything you need to know for your flight from Midway to Arizona

Information on your arrival and departure airports